Britney hat im Laufbahn ihrer Karriere schon viele Awards gewonnen. Im jahre 2005 erhielt sie jedoch das erste mal den wohl begehrtesten Preis der Musikszene! Den Grammy! Sie hat ihn für ihren Megahit "Toxic" bekommen.
Billboard Awards
1999 - Female Artist of the Year
1999 - New Artist of the Year
2000 - Album Artist of the Year(für das zweite Album "Oops...")
2004 - Hot Dance sales single of the year(für MATM)
American Music Awards
2000 - Best New Artist
Teen Choice Awards
1999 - Choice Music Single "Baby One More Time"
2000 - Choice Hottie Female & Choice Female Artist
2001 - Choice Female Artist
2002 - Choice Hottie Female & Choice Female Artist
2004 - Choice Music Single "Toxic"
Grammy's
2005 - Best Dance Recording - "Toxic"
Nickelodeon Kids' Choice Awards
2000 - Favourite Female Singer
2001 - Favourite Female Singer
MTV TRL Awards
2003 - First Lady of TRL
2004 - Gridlock Award
EMMY'S
2004 - ABC Special "Britney Spears: In The Zone"
INTERNATIONAL
Österreich - Rennbahn Express
1999 - Best New Artist
Kanada - Much Music Awards
1999 - Best International Artist
Europa
Most Fanciable Female
Best Dancer
Best Female Hair
MTV Europe Awards
1999 - Best Female Artist
1999 - Best Breakthrough Artist
1999 - Best Pop Artist
1999 - Best Pop Single "Baby One More Time"
2004 - Female Artist of the Year
NRJ Radio Awards
2000 - Best International Female
Frankreich - M6/ Mellier Premier Clip
1999 - "Baby One More Time"
Deutschland - Popcorn Awards
1999 - Best Female Singer
Bravo Gold Awards
1999 - Best International Female Vocalist
Golden Bravo Otto Awards
1999 - Best Liked Artist of 1999
Holland - TMF Awards
1999 - Best Newcomer
Spanien - Premios Amigos
1999 - Best International Artist
Schweden - Rockbear Award from Aftonbladett
Best New Artist
UK - Smash Hits Poll Winners
1999 - Best Female Solo Artist
1999 - Best Dressed Female
Capital London Awards
2000 - London's Favourite International Female
Music Week
1999 - Highest selling singles artist in the UK
Pepsi Awards
2001 - Peoples Choice Best Female
Japan Gold Disc Awards
2003 - Best Video "I'm Not A Girl, Not Yet A Woman"